Alkyl esters of diiodo fatty acids of high molecular weight.



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ANTONIO BASELLI, 0F BASEL, SWITZERLAND, ASSIGNOR TO SOCIETY OF CHEMICAL INDUSTRY IN BASLE, 0F BASEL, SWITZERLAND.

ALKYL ESTERS 0F DIIODO FATTY ACIDS OF HIGH MOLECULAR WEIGHT.

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Patented Apr. 23', 1912..

To all whom it may concern:

Be it known that I, ANTONIO.BASELLI, doctor of philosophy and chemist, a subject of the Emperor of Austria-Hungary,

pared with the known esters of mono-iodofatty acids of high molecular weight, which melt at low tem eratures or are oily liquids, the esters of i-iodo-fatty acids of high molecular weight have the advantage that they remain solid at temperatures which come into consideration in practice, and. in conse uence of their marked tendency to crystallize are easily procured in a chemica ly pure condition. Moreover, thenew esters surpass the iodin derivatives of the fatt oils or the fatty acids which have alrea y been used in therapy, by their considerably higher content of iodin. These new esters corres ondin to the general foryl may be manufactured by treatin the unsaturated diiodo-fatty acids of high molecular weight with esterifying agents.

The following examples illustrate the invention, the parts being b weight:

Example 1: parts 0 di-iodo-brassidic acid are suspended in 250 parts of methyl alcohol and into the mixture dry hydrogen chlorid is introduced, while cooling and stirring well, until the liquid is saturated with the gas. The di-iodo-brassidic acid passes into solution whereupon crystalliza tion of the methyl ester occurs. After standing for a short time, the mass .is heated also for a short time, on the water bath, whereby the ester is caused to settle as a heavy oil and can easily be separated from the alcoholic solution of hydrogen chlorid. By recrystallization of the crude products from alcohol, the methyl ester of di-iodo-brassidic acid is obtained as lon lustrous, colorless needles which melt at 4 48? C.

Theethyl ester of di-iodo-brassidic acid forms colorless silky needles, melts at- 37-38 C. and corresponds to the formula C H I .COO-.O H

Example 2: 10 parts of di-iodo-brassidic acid are dissolved in. 50 parts of alcohol with addition of the theoretical proportion of caustic potash, the solution is mixed with 4 parts of iso-amylene bromid and the mixture is heated to boiling for 6 hours in a reflux apparatus. The iso-amyl ester of di-iodo-brassidic acid thus obtained maybe re-crystallized from alcohol, whereby it yields flat, silky needles which melt at 5758 C.

Example 3: 10 parts of di-iodo-elaidic acid are dissolved in 40 parts of alcohol of 70-80 per cent. strength with addition of the theoretically necessary proportion of caustic potash; 4 parts of dimethyl sulfate are added and the mixture is warmed for a short time on the water bath. The methyl ester of di-iodo-elaidic acid separates as a heavy oil. After recrystallization from alcohol the ester forms colorless, lustrous laminae melting at 34 C.

The described alkyl esters of di-iodo-fatty acids of high molecular weight can also be prepared by causing two atomic proportions a of iodin to act on alkyl esters of unsaturated fatty acids of high molecular weight.

What I claim is:

1. As new products, the alkyl esters of di-iodo-fatty acids of high molecular weight corresponding to the general formula O H, ,I,.C0O. alkyl forming colorless crystals insoluble in Water, but soluble in alcohol and remaining solid at temperatures-which come into consideration in practice.

2. As a new product, the ethyl ester of di iodo-brassidic acid corresponding to the formula C H I COQCJL, forming colorless silky needles which melt at 3738 0., being insoluble in water and difiicultly soluble in cold alcohol but easily soluble in hot alcohol. In witness whereof I have hereunto signed my'name this 30th day of August 1910, in the presence oftwo subscribing witnesses.

ANTONIO BASELLI. Witnesses:

GEO. GIFFORD, AMAND BITTER. 

